Craigslist Encounter

by stevephillips

19 Dec 2011 32655 readers Score 8.0 (130 votes) PDF Mobi ePub Txt


I'm not gay. Just horny. And desperate.

That's what I kept telling myself as I looked through the m4m ads on Craigslist. I hasn't gotten pussy in forever and my hand just wasn't cutting it anymore. After comparing the w4m ads to the m4m ads I realized it was going to be way easier to find a random hookup with a dude than with a chick. I came across a guy advertising himself as a feminine bottom. A picture was attached - alluringly wide hips sitting on top of a nice bubble butt. Perfect. This'll be just like fucking a chick. And besides, I'm not gay.

I sent him an email and he quickly replied with a phone number. I gave him a call and a soft, feminine male voice answered on the other end. Great, I thought. This couldn't possibly be any less gay. It turns out he attended the local college and his roommate was out of town. He gave me directions to his dorm, I grabbed some condoms and lube, and headed out the door.

I arrived feeling slightly out of place, but still young-looking enough to pass as a student. I entered his building knocked on his door. The door opened, revealing a young guy wearing a t-shirt and sweatpants. Definitely a dude but I'll have no problem imagining he's a girl from behind, I thought. He seemed to be as nervous as I was which put me at ease.

"Are you gay?" he asked.

"No, I've never done anything like this before."

"Oh. Well, you can do whatever you want to do with me."

Music to my ears. I took off my pants and sat on the edge of his bed, directing him to suck my cock. He got on his knees to lovingly kiss and lick my cock, which soon got me hard. Then he took the entire length into his mouth, expertly sucking my dick. I closed my eyes, imagining it was my ex. Ohhh boy. Nothing like the feeling of a warm, wet mouth working your cock over. He occasionally stopped to lick my balls. Wow, I thought. Not even my ex did that. I knew I wasn't going to last long if he kept this up. And I still wanted to try out that shapely bottom of his. I told him to get on all fours as I grabbed the lube and took out a condom.

I gave him the lube as I put on the condom. This is it, I thought. My rod throbbed as it neared his glistening asshole. I slowly slipped in the head. He let out a soft, erotic little moan. Fuck, I loved how girly this guy was. I slowly slid the rest of the way in, resting my balls against him. I began pumping in and out, enjoying how good his asshole was making me feel. And what a view. Fantastic ass. Just like fucking a hot chick, I thought to myself. I began to gradually pick up the pace. I wanted to get a little more leverage, so I told him to roll over onto his back so I could fuck him missionary.

I slid my cock back in and began fucking him rhythmically. Sensually. I was fucking him the same way I would fuck a girl. He continued moaning softly as I made love to his warm, snug asshole. Fuck, I thought. His soft, girly voice. His totally submissive nature. His shapely figure. This could not have gone better. I was loving all of his feminine qualities. Then I looked up at the ecstatic expression on his face. His eyes were closed. He was in total bliss. Then I looked down and saw his cute little erect penis laying flat on his stomach. This image snapped me out of the state of denial I had been in all night. Oh my god, I thought. I am having gay sex. This kid is totally loving it. And so am I. The thought overwhelmed me. I picked up the pace, moaning, getting lost in the moment.

"Ughh, I'm gonna cum..."

"*moan*...let it go...cum in my asshole..."

My orgasm completely overwhelmed me. I violently slammed my cock into his asshole with each spurt of cum. I collapsed onto his chest, still exhausted. Still inside of him.

After I caught my breath I went to the bathroom and disposed of the condom. I awkwardly said goodbye and I went on my way, trying to make sense of what had just happened. I don't think I'm gay. I love girls and I love pussy. But that was one of the hottest experiences I've had. Maybe I'm bi? Whatever I am, I knew I wasn't horny anymore.

by stevephillips

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